Best 839 things to do in Stock Island, FL

Toast Key West's sunset from a 45-foot catamaran with drinks included

Walk Key West’s Hemingway haunts with three food tastings

Backcountry flats fishing for up to 4 anglers on the ShadowCaster

Join hands-on coral nursery care and reef restoration work in Key West

Walk Hemingway’s Old Town haunts with a guide in 65 minutes

Brunch, drinks, and a swim stop aboard a Key West sail

Sunday sailing with brunch bites and bottomless mimosas

Sail into Christmas morning with brunch, mimosas, and Key West views

Watch Key West’s holiday boat parade from a 75-foot catamaran with drinks and passed appetizers

Celebrate Valentine’s Day with cocktails, passed appetizers, and a sail through Key West waters

Explore a preserved Civil War-era fort with one-day admission

Visit the Tennessee Williams Museum during daily open hours

Fish the flats and backcountry on a 6-hour private charter

Fish the flats and backcountry on an 8-hour private charter

Target tarpon twice in one day with morning and evening sessions

Private sunset tarpon charter that departs around dusk

Fish reefs, bays, and wrecks from Cudjoe Key with Capt. Craig

Fight sharks and Goliath grouper with heavy tackle in the Lower Keys

Target tarpon with Capt. Craig on a 2–6 hour charter for up to 4 anglers

Fish an inshore patch reef charter in Cudjoe Key (2–6 hours, up to 4 fishermen)

Paddleboard fishing in Cudjoe Key with flexible 2–6 hour options

Choose a 2–6 hour island eco tour for up to 4 people in Cudjoe Key

Explore secluded Florida Keys waters with guided shelling and shallow-water snorkeling

Learn core scuba skills and explore depths up to 40 feet